EP0133785A2 - Wire coating composition for restoration of polyethylene insulation - Google Patents
Wire coating composition for restoration of polyethylene insulation Download PDFInfo
- Publication number
- EP0133785A2 EP0133785A2 EP84305144A EP84305144A EP0133785A2 EP 0133785 A2 EP0133785 A2 EP 0133785A2 EP 84305144 A EP84305144 A EP 84305144A EP 84305144 A EP84305144 A EP 84305144A EP 0133785 A2 EP0133785 A2 EP 0133785A2
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- EP
- European Patent Office
- Prior art keywords
- admixture
- aliphatic
- composition
- isocyanate groups
- weight
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
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Classifications
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/30—Low-molecular-weight compounds
- C08G18/32—Polyhydroxy compounds; Polyamines; Hydroxyamines
- C08G18/3271—Hydroxyamines
- C08G18/3278—Hydroxyamines containing at least three hydroxy groups
- C08G18/3284—Hydroxyamines containing at least three hydroxy groups containing four hydroxy groups
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/2805—Compounds having only one group containing active hydrogen
- C08G18/2815—Monohydroxy compounds
- C08G18/282—Alkanols, cycloalkanols or arylalkanols including terpenealcohols
- C08G18/2825—Alkanols, cycloalkanols or arylalkanols including terpenealcohols having at least 6 carbon atoms
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/01—Hydrocarbons
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/02—Halogenated hydrocarbons
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- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D175/00—Coating compositions based on polyureas or polyurethanes; Coating compositions based on derivatives of such polymers
- C09D175/04—Polyurethanes
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- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
- Y10T428/00—Stock material or miscellaneous articles
- Y10T428/31504—Composite [nonstructural laminate]
- Y10T428/31507—Of polycarbonate
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
- Y10T428/00—Stock material or miscellaneous articles
- Y10T428/31504—Composite [nonstructural laminate]
- Y10T428/31551—Of polyamidoester [polyurethane, polyisocyanate, polycarbamate, etc.]
- Y10T428/31573—Next to addition polymer of ethylenically unsaturated monomer
- Y10T428/31587—Hydrocarbon polymer [polyethylene, polybutadiene, etc.]
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
- Y10T428/00—Stock material or miscellaneous articles
- Y10T428/31504—Composite [nonstructural laminate]
- Y10T428/31551—Of polyamidoester [polyurethane, polyisocyanate, polycarbamate, etc.]
- Y10T428/31605—Next to free metal
Definitions
- This invention relates to a coating composition for protecting electrical wire, especially communication wire, and for rendering it water-repellent. In another aspect, it relates to a process for waterproofing and protecting electrical wire. In a further aspect, it relates to articles coated with the air-dried insulative coating of the present invention.
- Polyethylene insulated electrical wire may suffer from degradation of its protective covering. This degradation can result in failure of the electrical properties of the wire or cause it to short out.
- U.S. Patent No. 4,007,151 relates to a coating composition
- a coating composition comprising a polyisocyanate containing at least three isocyanate groups, a monohydric alcohol which is disclosed as having a molecular weight of 32 to about 150, and a polyhydric alcohol having at least three active hydrogen atoms. This composition has been found to have poor adhesion to polyethylene.
- a polyurethane composition prepared from an isocyanate, a polydiol, a tri- or tetra-functional aliphatic polyol, and a monofunctional aliphatic alcohol is disclosed in U.S. Patent No. 4,329,442 which is useful as a high adhesion plugging and encapsulating compound.
- the present invention provides an insulating, restorative composition for wire on which polyethylene insulation has degraded, the composition comprising an admixture of an aliphatic or cycloaliphatic polyisocyanate containing at least two isocyanate groups, a monofunctional alcohol having a molecular weight in the range of 200 to 1,500, and a tri- or tetra-functional aliphatic or cycloaliphatic polyol having a molecular weight in the range of 100 to 900.
- the invention provides a composition having adhesive properties towards insulating polymers such as polyethylene, polycarbonate, polypropylene, and metal, particularly copper, dissolved in a nonflammable mixture of organic solvents. It is compatible with polycarbonate connectors known to stress-crack due to polycarbonate solubility in many solvents. Since insulation restorative compositions are frequently used in enclosed areas such as indoors and in manholes, and on live wires, the liquid composition is non-flammable. It penetrates and is absorbed onto the wire insulation surface, and upon drying, it tightly seals cracks in polyethylene. It re-establishes a thin layer of insulation where the polyethylene has cracked.
- insulating polymers such as polyethylene, polycarbonate, polypropylene, and metal, particularly copper
- the dried composition acts as an insulative overcoat on exposed metal wires (e.g., copper or aluminum) or metal connections (e.g., copper, aluminum, silver, gold, brass or solder).
- exposed metal wires e.g., copper or aluminum
- metal connections e.g., copper, aluminum, silver, gold, brass or solder.
- the dried coating composition has good clarity, so wire color coding will not be affected.
- composition of the present invention When the composition of the present invention is dissolved in a suitable solvent a sprayable field-applied insulation is provided.
- the solvent-containing composition is easily applied, has good electrical characteristics, dries rapidly, resists moisture, is thermally stable at pedestal temperatures, is non-flammable, and has no effect on connectors and other hardware normally used in wire splicing and terminating, and it is particularly useful for polyethylene insulated wires.
- the present invention provides an insulation restorative composition for degraded polyethylene insulation on communication wire, said composition comprising the reaction product of an admixture of:
- This composition is dissolved at a level of 4 to 12 percent by weight of the total solution, preferably 6 to 9 percent by weight, in a solvent system comprising 88 to 96 percent by weight of the total solution, the solvent system being a mixture of C 6 to C 11 aliphatic or cycloaliphatic hydrocarbons and trichlorotrifluoroethane.
- the level of trichlorotrifluoroethane should be from 75 to 95 percent by weight of the solvents and preferably 80 to 90 percent.
- the aliphatic hydrocarbons comprise 5 to 25 percent, and preferably 10 to 20 percent by weight of the solvent mixture.
- Organic isocyanates having utility herein include aliphatic and cycloaliphatic isocyanates having at least two NCO groups per molecule.
- Exemplary of such isocyanates are dimer acid diisocyanates derived from a C 36 dibasic acid, trimethylhexamethylene diisocyanate, 4,4'-methylene-bis(cyclohexylisocyanate), isophorone diisocyanate, as well as mixtures of such isocyanates, with a mixture of dimer acid diisocyanate with 4,4'-methylene-bis(cyclohexylisocyanate) being preferred.
- the tri- and tetra-polyol-based component should contain polyols of hydroxyl functionality between about 3 and 4, having a molecular weight in the range of 100 and 900, and more preferably 150 to 600, and having an aliphatic or cycloaliphatic moiety, optionally including 0 and/or N atoms.
- polyols include polyoxypropylene glycol, polyoxyethylene glycol, polyoxytetramethylene glycol, and small amounts of polycaprolactone glycol.
- the preferred polyol is Quadrol'", N,N,N',N'-tetrakis(2-hydroxypropyl)ethylene diamine, available from BASF Wyandotte Corp.
- the monofunctional alcohol component of the present invention is a branched or straight chain aliphatic or cycloaliphatic, preferably alkyl, alcohol having up to about 100 carbon atoms, and preferably contains 13 to 30 carbon atoms.
- This component acts as an internal plasticizer as well as an internal surfactant to promote better adhesion between the cured polyurethane resin and the polyethylene insulation.
- Examples of such alcohols include tridecyl alcohol, stearyl alcohol, octadecenol, isohexacosanol, and Primarol 1511' (a mixture of C 24 to C 28 2-alkyl alcohols available from Henkel Corp.).
- the composition of the present invention is prepared by predissolving the catalyst and the mono- and polyfunctional alcohols in a hydrocarbon solvent (as described above) at room temperature or slightly above (approximately 30°C).
- a hydrocarbon solvent as described above
- the isocyanate is added, then the components are mixed at elevated temperatures, preferably about 100°C, for a time sufficient to totally react the isocyanate (usually 3 hours at 100°C).
- the composition is cooled to room temperature. Trichlorotrifluoroethane is then added and the composition is stirred for 5 to 10 min.
- the isocyanate component can be prereacted with a portion of the polyol component to form an isocyanate- terminated prepolymer, which when subsequently reacted with the remaining alcohol components will produce a urethane resin having the requisite properties.
- the isocyanate should be present in a stoichiometric amount, i.e., in sufficient quantity to provide an NCO/OH ratio from about 0.95 to about 1.05.
- Also admixed in the composition are compounds which are capable of serving as catalysts for the isocyanate/hydroxyl reaction and are suitable for the particular combination of polyols and isocyanates chosen. Up to about 5 percent by weight of the admixture of at least one catalyst has been found useful in the composition of the invention.
- examples of such compounds include tetravalent tin compounds, metal acetyl acetonates, and organo mercury compounds.
- Preferred is a catalytic amount of an organotin catalyst system comprising the reaction product of a carboxylic acid and a dialkyl tin oxide, i.e., dibutyl tin di(2-ethylhexanoate) (Catalyst T-8TM, Metal and Thermite Co.).
- a flexibilizing polymer such as polyisobutylene or ethylene copolymerized with vinyl acetate, acrylate esters, methacrylate esters, or alpha-olefins optionally may be added.
- the flexibilizing polymer is a rubbery, compatible, adherent material that helps provide a thick, flexible coating.
- it is soluble in the solvent system.
- it is an ethylene vinyl acetate copolymer, for example, ethylene vinylacetate copolymer with 33% vinyl acetate (Elvax 150TM, E. I.
- the insulation composition is in solution form, the solvent system, as mentioned above, being a mixture of C 6 to C 11 aliphatic or cycloaliphatic hydrocarbons and trichlorotrifluoroethane.
- solvents useful in the present invention must provide solubility to the polyurethane polymer and flexibilizing polymers, but not to polycarbonate.
- a mixture of C 6 to C 11 aliphatic or cycloaliphatic hydrocarbons such as heptane, hexane, VMP Naptha, and trichlorotrifluoroethane (Freon TF", E. I. Dupont de Nemours Corp.) provide the desired solubility for the components of the mixture and not to polycarbonate, as well as providing a suitable drying rate after application.
- Antioxidants may be added in an amount sufficient to prevent oxidation of the composition, typically in the range of 0 to 5 weight percent of the dry components, and include phenols, phosphites (for example tris(nonyl phenyl)phosphite), thioesters, and amines (for example phenyl beta naphthalene).
- the insulating composition of the present invention may be sprayed, dipped, or brushed onto metal, polyethylene, and polycarbonate to a thickness of about 25 to 50 microns. Since it can be field-applied, preferably it dries tack-free at ambient conditions in 10 to 40 minutes.
- the evaporation rate desirably, is slow enough so as not to clog the spray head, and fast enough so as to result in a reasonably rapid drying speed for the applied composition.
- the wire coating composition is useful to form a smooth coated film on bare wire or polyethylene insulated wire in the field.
- a coating was prepared by mixing 0.1 parts by weight of dibutyl tin di(2-ethylhexanoate) (catalyst T-8, Metal and Thermite Company), 2.4 parts of stearyl alcohol, 9.6 parts of a mixture of C 24 , C 26 and C 28 2-alkyl alcohols (Primarol” 1511, Henkel Corp.), 3.8 parts of N,N,N',N'- tetrakis(2-hydroxypropyl)ethylene diamine, (Quadrol", BASF Wyandotte Corp.), and 72.4 parts of VMP Naptha. This was stirred for 15 minutes to dissolve the solids.
- dimer diisocyanate a dimer diisocyanate
- 10.1 parts of 4,4'-methylene-bis(cyclohexylisocyanate) (Desmodur" W, Mobay Chemical Corp.) were added and the mixture was heated at 100°C for three hours. It was allowed to cool overnight before testing was begun.
- Insulation Resistance was measured by cutting a 1 mm long nick in 5 polyethylene insulated 22 AWG wires. These wires were then coated with 0.03 mm of the coating compositions. The wires were soaked in tap water for 24 hours and the insulation resistance was measured at 300 volts D.C. on a No. 1864 megohmmeter from General Radio while the wires were immersed in water.
- Sample 9 contained a monofunctional alcohol having a molecular weight of less than 200 and exhibited poor adhesion and insulation resistance properties.
- Sample 10 also contained a low molecular weight alcohol and it exhibited poor adhesion to polyethylene.
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Polymers & Plastics (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Materials Engineering (AREA)
- Wood Science & Technology (AREA)
- Engineering & Computer Science (AREA)
- Life Sciences & Earth Sciences (AREA)
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- Organic Insulating Materials (AREA)
- Polyurethanes Or Polyureas (AREA)
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Abstract
Description
- This invention relates to a coating composition for protecting electrical wire, especially communication wire, and for rendering it water-repellent. In another aspect, it relates to a process for waterproofing and protecting electrical wire. In a further aspect, it relates to articles coated with the air-dried insulative coating of the present invention.
- Polyethylene insulated electrical wire may suffer from degradation of its protective covering. This degradation can result in failure of the electrical properties of the wire or cause it to short out.
- To overcome this problem without expensive rewiring, field-applied spray insulation has been developed. An aliphatic polyurethane system useful as a field-applied spray insulation (i.e., B-Insulation Spray, Sprayon Products Div. of Sherwin-Williams Co.) was disclosed by J. W. Shea at the Proceedings of the 21st International Wire and Cable Symposium, Cherry Hill, NJ, "Treatment of.Degraded PIC Insulation in Pedestal Closures Associated with Buried Plant," pp. 70-74, 1971.
- U.S. Patent No. 4,007,151 relates to a coating composition comprising a polyisocyanate containing at least three isocyanate groups, a monohydric alcohol which is disclosed as having a molecular weight of 32 to about 150, and a polyhydric alcohol having at least three active hydrogen atoms. This composition has been found to have poor adhesion to polyethylene.
- A polyurethane composition prepared from an isocyanate, a polydiol, a tri- or tetra-functional aliphatic polyol, and a monofunctional aliphatic alcohol is disclosed in U.S. Patent No. 4,329,442 which is useful as a high adhesion plugging and encapsulating compound.
- Briefly, the present invention provides an insulating, restorative composition for wire on which polyethylene insulation has degraded, the composition comprising an admixture of an aliphatic or cycloaliphatic polyisocyanate containing at least two isocyanate groups, a monofunctional alcohol having a molecular weight in the range of 200 to 1,500, and a tri- or tetra-functional aliphatic or cycloaliphatic polyol having a molecular weight in the range of 100 to 900.
- The invention provides a composition having adhesive properties towards insulating polymers such as polyethylene, polycarbonate, polypropylene, and metal, particularly copper, dissolved in a nonflammable mixture of organic solvents. It is compatible with polycarbonate connectors known to stress-crack due to polycarbonate solubility in many solvents. Since insulation restorative compositions are frequently used in enclosed areas such as indoors and in manholes, and on live wires, the liquid composition is non-flammable. It penetrates and is absorbed onto the wire insulation surface, and upon drying, it tightly seals cracks in polyethylene. It re-establishes a thin layer of insulation where the polyethylene has cracked. The dried composition acts as an insulative overcoat on exposed metal wires (e.g., copper or aluminum) or metal connections (e.g., copper, aluminum, silver, gold, brass or solder). The dried coating composition has good clarity, so wire color coding will not be affected.
- When the composition of the present invention is dissolved in a suitable solvent a sprayable field-applied insulation is provided. The solvent-containing composition is easily applied, has good electrical characteristics, dries rapidly, resists moisture, is thermally stable at pedestal temperatures, is non-flammable, and has no effect on connectors and other hardware normally used in wire splicing and terminating, and it is particularly useful for polyethylene insulated wires.
- As used in this application:
- "aliphatic" means a linear or branched, open-chain carbon compound optionally including oxygen and/or nitrogen atoms in the chain; and
- "cycloaliphatic" means a cyclic, non-aromatic, carbon compound optionally including oxygen and/or nitrogen atoms in the ring or chain.
- The present invention provides an insulation restorative composition for degraded polyethylene insulation on communication wire, said composition comprising the reaction product of an admixture of:
- a) an aliphatic or cycloaliphatic polyisocyanate containing at least two isocyanate groups,
- b) 0.2 to 0.6, preferably 0.25 to 0.5, equivalents based on the isocyanate groups, of a monofunctional alcohol having a molecular weight in the range of 200 to 1500,
- c) 0.8 to 0.4, preferably 0.75 to 0.5, equivalents based on the isocyanate groups, of a tri-or tetra-functional aliphatic or cycloaliphatic polyol having a molecular weight in the range of 100 to 900, and
- d) up to about 5 percent by weight of said admixture of at least one catalyst capable of promoting a reaction between said isocyanate compound and said monofunctional alcohol and said polyol compounds;
- This composition is dissolved at a level of 4 to 12 percent by weight of the total solution, preferably 6 to 9 percent by weight, in a solvent system comprising 88 to 96 percent by weight of the total solution, the solvent system being a mixture of C6 to C11 aliphatic or cycloaliphatic hydrocarbons and trichlorotrifluoroethane. To provide a non-flammable solvent mixture, the level of trichlorotrifluoroethane should be from 75 to 95 percent by weight of the solvents and preferably 80 to 90 percent. The aliphatic hydrocarbons comprise 5 to 25 percent, and preferably 10 to 20 percent by weight of the solvent mixture.
- Organic isocyanates having utility herein include aliphatic and cycloaliphatic isocyanates having at least two NCO groups per molecule. Exemplary of such isocyanates are dimer acid diisocyanates derived from a C36 dibasic acid, trimethylhexamethylene diisocyanate, 4,4'-methylene-bis(cyclohexylisocyanate), isophorone diisocyanate, as well as mixtures of such isocyanates, with a mixture of dimer acid diisocyanate with 4,4'-methylene-bis(cyclohexylisocyanate) being preferred.
- To insure sufficient crosslinking in the cured resin, the tri- and tetra-polyol-based component should contain polyols of hydroxyl functionality between about 3 and 4, having a molecular weight in the range of 100 and 900, and more preferably 150 to 600, and having an aliphatic or cycloaliphatic moiety, optionally including 0 and/or N atoms. Examples of such polyols include polyoxypropylene glycol, polyoxyethylene glycol, polyoxytetramethylene glycol, and small amounts of polycaprolactone glycol. The preferred polyol is Quadrol'", N,N,N',N'-tetrakis(2-hydroxypropyl)ethylene diamine, available from BASF Wyandotte Corp.
- The monofunctional alcohol component of the present invention is a branched or straight chain aliphatic or cycloaliphatic, preferably alkyl, alcohol having up to about 100 carbon atoms, and preferably contains 13 to 30 carbon atoms. This component acts as an internal plasticizer as well as an internal surfactant to promote better adhesion between the cured polyurethane resin and the polyethylene insulation. Examples of such alcohols include tridecyl alcohol, stearyl alcohol, octadecenol, isohexacosanol, and Primarol 1511' (a mixture of C24 to C28 2-alkyl alcohols available from Henkel Corp.).
- The composition of the present invention is prepared by predissolving the catalyst and the mono- and polyfunctional alcohols in a hydrocarbon solvent (as described above) at room temperature or slightly above (approximately 30°C). The isocyanate is added, then the components are mixed at elevated temperatures, preferably about 100°C, for a time sufficient to totally react the isocyanate (usually 3 hours at 100°C). The composition is cooled to room temperature. Trichlorotrifluoroethane is then added and the composition is stirred for 5 to 10 min.
- In conventional fashion by a pre-reaction mechanism, the isocyanate component can be prereacted with a portion of the polyol component to form an isocyanate- terminated prepolymer, which when subsequently reacted with the remaining alcohol components will produce a urethane resin having the requisite properties.
- The isocyanate should be present in a stoichiometric amount, i.e., in sufficient quantity to provide an NCO/OH ratio from about 0.95 to about 1.05.
- Also admixed in the composition are compounds which are capable of serving as catalysts for the isocyanate/hydroxyl reaction and are suitable for the particular combination of polyols and isocyanates chosen. Up to about 5 percent by weight of the admixture of at least one catalyst has been found useful in the composition of the invention. Examples of such compounds include tetravalent tin compounds, metal acetyl acetonates, and organo mercury compounds. Preferred is a catalytic amount of an organotin catalyst system comprising the reaction product of a carboxylic acid and a dialkyl tin oxide, i.e., dibutyl tin di(2-ethylhexanoate) (Catalyst T-8™, Metal and Thermite Co.).
- If it is desirable to improve the flexibility and/or aging characteristics of the composition, a flexibilizing polymer such as polyisobutylene or ethylene copolymerized with vinyl acetate, acrylate esters, methacrylate esters, or alpha-olefins optionally may be added. The flexibilizing polymer is a rubbery, compatible, adherent material that helps provide a thick, flexible coating. Preferably, it is soluble in the solvent system. Preferably, it is an ethylene vinyl acetate copolymer, for example, ethylene vinylacetate copolymer with 33% vinyl acetate (Elvax 150™, E. I. Dupont de Nemours Corp.), or ethylene vinylacetate copolymers with 28% vinyl acetate (Elvax 240" or Elvax 250™, E. I. Dupont de Nemours Corp.), or butyl rubber (Exxon Butyl 165", Exxon Chemical Co.). An amount of flexibilizing polymer up to 5 weight percent, and preferably 1 to 2 weight percent, of the dried composition can be used.
- For ease of application, the insulation composition is in solution form, the solvent system, as mentioned above, being a mixture of C6 to C11 aliphatic or cycloaliphatic hydrocarbons and trichlorotrifluoroethane. Since polycarbonate connectors are widely used in the communication field, and since polycarbonate is susceptible to stress-cracking and crazing in certain solvents, solvents useful in the present invention must provide solubility to the polyurethane polymer and flexibilizing polymers, but not to polycarbonate. A mixture of C6 to C11 aliphatic or cycloaliphatic hydrocarbons such as heptane, hexane, VMP Naptha, and trichlorotrifluoroethane (Freon TF", E. I. Dupont de Nemours Corp.) provide the desired solubility for the components of the mixture and not to polycarbonate, as well as providing a suitable drying rate after application.
- Antioxidants may be added in an amount sufficient to prevent oxidation of the composition, typically in the range of 0 to 5 weight percent of the dry components, and include phenols, phosphites (for example tris(nonyl phenyl)phosphite), thioesters, and amines (for example phenyl beta naphthalene). Preferred is a hindered phenol, such as tetrakis[methylene 3-(3',5'-di-tert-butyl-4'-hydroxyphenyl)propionate]methane (Irganox 1010™, Ciba-Geigy Corp.), thiodiethylene bis-(3,5-di-tert-butyl-4-hydroxy)-hydrocinnamate (Irganox 1035", Ciba-Geigy Corp.), or octadecyl-3-(3',5'-di-tert-butyl-4'-hydroxyphenyl)propionate (Irganox 1076™, Ciba-Geigy Corp.), a copper ion scavenger and antioxidant such as MD1024" (Ciba-Geigy Corp.), or a compound such as distearyl thiodipropionate (Cyanox STDP'", American Cyanamid Polymer and Chem. Dept.).
- The insulating composition of the present invention may be sprayed, dipped, or brushed onto metal, polyethylene, and polycarbonate to a thickness of about 25 to 50 microns. Since it can be field-applied, preferably it dries tack-free at ambient conditions in 10 to 40 minutes. The evaporation rate, desirably, is slow enough so as not to clog the spray head, and fast enough so as to result in a reasonably rapid drying speed for the applied composition.
- The wire coating composition is useful to form a smooth coated film on bare wire or polyethylene insulated wire in the field.
- Objects and advantages of this invention are further illustrated by the following examples, but the particular materials and amounts thereof recited in these examples, as well as other conditions and details, should not be construed to unduly limit this invention.
- A coating was prepared by mixing 0.1 parts by weight of dibutyl tin di(2-ethylhexanoate) (catalyst T-8, Metal and Thermite Company), 2.4 parts of stearyl alcohol, 9.6 parts of a mixture of C24, C26 and C28 2-alkyl alcohols (Primarol" 1511, Henkel Corp.), 3.8 parts of N,N,N',N'- tetrakis(2-hydroxypropyl)ethylene diamine, (Quadrol", BASF Wyandotte Corp.), and 72.4 parts of VMP Naptha. This was stirred for 15 minutes to dissolve the solids. Next, 1.6 parts of dimer diisocyanate and 10.1 parts of 4,4'-methylene-bis(cyclohexylisocyanate) (Desmodur" W, Mobay Chemical Corp.) were added and the mixture was heated at 100°C for three hours. It was allowed to cool overnight before testing was begun.
- To measure adhesion the samples were dip-coated at a dry thickness of 0.03 mm on low density polyethylene (NPE 130", Northern Petrochemical Company). After drying for one week at room temperature, adhesion was measured per ASTM D-3359-74. 0 means no adhesion and 5 means excellent adhesion. A rating of at least 1 is acceptable and 2 or greater is preferred.
- Insulation Resistance was measured by cutting a 1 mm long nick in 5 polyethylene insulated 22 AWG wires. These wires were then coated with 0.03 mm of the coating compositions. The wires were soaked in tap water for 24 hours and the insulation resistance was measured at 300 volts D.C. on a No. 1864 megohmmeter from General Radio while the wires were immersed in water.
- The formulation for sample 1/lA (weight percent/ equivalent percent) is show in TABLE I below, and the polyethylene adhesion and 24 hour insulation resistance data are shown in TABLE II.
- Following the method and evaluation procedure of EXAMPLE 1, coatings of samples 2/2A-8/8A (weight percent/equivalent percent for certain data) were prepared and evaluated. The sample formulations are shown in TABLE I and the polyethylene adhesion and 24 hour insulation resistance data for these samples are shown in TABLE II.
- The data of TABLE II show that the samples within the invention (i.e., samples 1-8) all had good polyethylene adhesion and high insulation resistance. Sample 9 contained a monofunctional alcohol having a molecular weight of less than 200 and exhibited poor adhesion and insulation resistance properties. Sample 10 also contained a low molecular weight alcohol and it exhibited poor adhesion to polyethylene.
- Various modifications and alterations of this invention will become apparent to those skilled in the art without departing from the scope and spirit of this invention, and it should be understood that this invention is not to be unduly limited to the illustrative embodiments set forth herein.
wherein said isocyanate compound is present in sufficient quantity to provide an NCO/OH ratio of from about 0.95 to 1.05 in said admixture.
Claims (10)
wherein said isocyanate compound is present in sufficient quantity to provide an NCO/OH ratio of from about 0.95 to 1.05 in said admixture.
wherein said isocyanate compound is present in sufficient quantity to provide an NCO/OH ratio of from about 0.95 to 1.05 in said admixture, and
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US06/520,079 US4444975A (en) | 1983-08-03 | 1983-08-03 | Wire coating composition for restoration of polyethylene insulation |
US520079 | 1983-08-03 |
Publications (3)
Publication Number | Publication Date |
---|---|
EP0133785A2 true EP0133785A2 (en) | 1985-03-06 |
EP0133785A3 EP0133785A3 (en) | 1987-01-14 |
EP0133785B1 EP0133785B1 (en) | 1990-02-28 |
Family
ID=24071117
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
EP84305144A Expired - Lifetime EP0133785B1 (en) | 1983-08-03 | 1984-07-27 | Wire coating composition for restoration of polyethylene insulation |
Country Status (7)
Country | Link |
---|---|
US (1) | US4444975A (en) |
EP (1) | EP0133785B1 (en) |
JP (2) | JPH0643480B2 (en) |
AU (1) | AU563423B2 (en) |
CA (1) | CA1215191A (en) |
DE (1) | DE3481427D1 (en) |
ZA (1) | ZA844880B (en) |
Families Citing this family (12)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4612249A (en) * | 1984-12-21 | 1986-09-16 | Rca Corporation | Bonding polyurethanes to polyolefins |
US4620127A (en) * | 1985-02-26 | 1986-10-28 | Rca Corporation | Kinescope-yoke assembly |
JP3715014B2 (en) * | 1995-12-25 | 2005-11-09 | 日本合成化学工業株式会社 | Two-component solventless urethane resin coating agent |
US5728769A (en) * | 1996-06-24 | 1998-03-17 | Ppg Industries, Inc. | Aqueous urethane resins and coating compositins having enhanced humidity resistance |
EP1059644A1 (en) * | 1999-06-10 | 2000-12-13 | Cellpack Ag | Two-component sealing compound |
CN1272393C (en) * | 2000-08-10 | 2006-08-30 | 阿克佐诺贝尔股份有限公司 | Coating compositions |
EP1238994A1 (en) | 2001-02-28 | 2002-09-11 | Akzo Nobel N.V. | Polyurethane polyol compositions and coating compositions comprising the same |
US20040105972A1 (en) * | 2001-03-13 | 2004-06-03 | Dieter Lehmann | Coated reshaped aluminum semi-finished products and/or components and method for the production thereof |
US6908979B2 (en) * | 2002-11-18 | 2005-06-21 | Huntsman International Llc | Polyurethane elastomer gels |
CA2570733C (en) * | 2004-06-28 | 2013-08-13 | Prysmian Cavi E Sistemi Energia S.R.L. | Cable with environmental stress cracking resistance |
ITMI20120862A1 (en) * | 2012-05-18 | 2013-11-19 | Gianluigi Guidetti | LOW-EMISSION POLYURETHANE PAINTING SYSTEM OF VOLATILE ORGANIC COMPOUNDS |
CN109468048B (en) * | 2018-10-29 | 2020-01-14 | 苏州太湖电工新材料股份有限公司 | Water-based insulating paint for electronic transformer and preparation method and application thereof |
Citations (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4029626A (en) * | 1975-11-24 | 1977-06-14 | Communications Technology Corporation | Polyurethane composition having easy-reentry property |
EP0010576A1 (en) * | 1978-10-30 | 1980-05-14 | Siemens Aktiengesellschaft | Polyurethane based filler mass for longitudinally sealing electrical or optical telecommunication cables or cable connections and connecting parts and cables provided with this filler mass |
DE3010626A1 (en) * | 1980-03-20 | 1981-09-24 | Chemische Werke Hüls AG, 4370 Marl | Polyurethane plastics, esp. elastomer or casting compsn. - based on di:iso:cyanato-methyl tricyclodecane, giving stability to weathering |
EP0058487A2 (en) * | 1981-02-13 | 1982-08-25 | Minnesota Mining And Manufacturing Company | High adhesion plugging and encapsulating compound |
Family Cites Families (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS50151934A (en) * | 1974-05-31 | 1975-12-06 | ||
JPS5821668B2 (en) * | 1974-12-16 | 1983-05-02 | 旭化成株式会社 | Polyurethane material |
JPS5189296A (en) * | 1975-02-03 | 1976-08-04 | ||
US4098772A (en) * | 1976-03-11 | 1978-07-04 | The Upjohn Company | Thermoplastic polyurethanes prepared with small amounts of monohydric alcohols |
NL7710099A (en) * | 1977-09-15 | 1979-03-19 | Akzo Nv | COATING COMPOSITION WITH EXTENDED PROCESSING TIME. |
DE2847383C2 (en) * | 1978-10-30 | 1983-05-11 | Siemens AG, 1000 Berlin und 8000 München | Use of a compound based on a polyol and a polyisocyanate component for sealing cables or cable connections |
-
1983
- 1983-08-03 US US06/520,079 patent/US4444975A/en not_active Expired - Fee Related
-
1984
- 1984-06-25 CA CA000457361A patent/CA1215191A/en not_active Expired
- 1984-06-26 ZA ZA844880A patent/ZA844880B/en unknown
- 1984-07-02 AU AU30072/84A patent/AU563423B2/en not_active Ceased
- 1984-07-16 JP JP59146135A patent/JPH0643480B2/en not_active Expired - Lifetime
- 1984-07-27 EP EP84305144A patent/EP0133785B1/en not_active Expired - Lifetime
- 1984-07-27 DE DE8484305144T patent/DE3481427D1/en not_active Expired - Fee Related
-
1992
- 1992-02-27 JP JP4041575A patent/JPH0586328A/en active Pending
Patent Citations (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4029626A (en) * | 1975-11-24 | 1977-06-14 | Communications Technology Corporation | Polyurethane composition having easy-reentry property |
EP0010576A1 (en) * | 1978-10-30 | 1980-05-14 | Siemens Aktiengesellschaft | Polyurethane based filler mass for longitudinally sealing electrical or optical telecommunication cables or cable connections and connecting parts and cables provided with this filler mass |
DE3010626A1 (en) * | 1980-03-20 | 1981-09-24 | Chemische Werke Hüls AG, 4370 Marl | Polyurethane plastics, esp. elastomer or casting compsn. - based on di:iso:cyanato-methyl tricyclodecane, giving stability to weathering |
EP0058487A2 (en) * | 1981-02-13 | 1982-08-25 | Minnesota Mining And Manufacturing Company | High adhesion plugging and encapsulating compound |
Also Published As
Publication number | Publication date |
---|---|
ZA844880B (en) | 1986-02-26 |
JPS6040113A (en) | 1985-03-02 |
JPH0586328A (en) | 1993-04-06 |
EP0133785B1 (en) | 1990-02-28 |
AU563423B2 (en) | 1987-07-09 |
AU3007284A (en) | 1985-02-07 |
US4444975A (en) | 1984-04-24 |
DE3481427D1 (en) | 1990-04-05 |
JPH0643480B2 (en) | 1994-06-08 |
CA1215191A (en) | 1986-12-09 |
EP0133785A3 (en) | 1987-01-14 |
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